[26] Serena Williams 2-6,4-6 Naomi Osaka [19] 2018-06-04 14:00
Stadium: Arthur Ashe Stadium Round: 29 Ground: Hardcourt outdoor
Home History
| French Open Women | 2018/06/02 16:55 | Julia Goerges v Serena Williams | 3-6,4-6 |
| French Open Women | 2018/05/31 17:10 | Serena Williams v Ashleigh Barty | 3-6,6-3,6-4 |
| French Open Women | 2018/05/29 14:15 | Kristyna Pliskova v Serena Williams | 6-7,4-6 |
| WTA Miami | 2018/03/21 20:35 | Serena Williams v Naomi Osaka | 3-6,2-6 |
| WTA Indian Wells | 2018/03/13 02:10 | Venus Williams v Serena Williams | 6-3,6-4 |
| WTA Indian Wells | 2018/03/10 22:55 | Serena Williams v Kiki Bertens | 7-6,7-5 |
| WTA Indian Wells | 2018/03/09 03:50 | Serena Williams v Zarina Diyas | 7-5,6-3 |
| Tie Break Tens Women | 2018/03/06 02:18 | Serena Williams v Shuai Zhang | 6-1,1-6,0-0 |
Away History
| French Open Women | 2018/06/01 09:00 | Madison Keys v Naomi Osaka | 6-1,7-6 |
| French Open Women | 2018/05/30 09:00 | Zarina Diyas v Naomi Osaka | 4-6,5-7 |
| French Open Women | 2018/05/28 09:00 | Sofia Kenin v Naomi Osaka | 2-6,5-7 |
| WTA Rome | 2018/05/16 09:00 | Simona Halep v Naomi Osaka | 6-1,6-0 |
| WTA Rome | 2018/05/14 12:10 | Victoria Azarenka v Naomi Osaka | 0-6,3-6 |
| WTA Madrid | 2018/05/06 13:35 | Shuai Zhang v Naomi Osaka | 6-1,7-5 |
| 2018 Fed Cup | 2018/04/22 03:00 | Naomi Osaka v Johanna Konta | 3-6,3-6 |
| 2018 Fed Cup | 2018/04/21 04:00 | Naomi Osaka v Heather Watson | 6-2,6-3 |